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Vacation rentals in Cerreto Guidi

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Top-rated vacation rentals in Cerreto Guidi

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Guest favorite
An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.
Villa in San Miniato

Tuscany Country House Villa Claudia

Experience the charm of our Country House: a prestigious ancient Tuscan farmhouse, finely restored, with breathtaking views of the village of Canneto (785 AD). Surrounded by the greenery of San Miniato and equipped with every modern luxury, the villa is an exclusive retreat to regenerate. Choose between total relaxation in the Jacuzzi in the garden, excellent food and wine tours, or visits to the nearby Tuscan cities of art. An unforgettable sensory experience between history and nature. Book your dream in Tuscany!

4.94 out of 5 average rating, 134 reviews
Top guest favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.

5.0 out of 5 average rating, 352 reviews
Top guest favorite
Vacation home in Fucecchio

Apartment - Fattoria del Turricchio

80 m² second-floor apartment in the Fattoria del Turricchio, nestled in the hills. The rustic Tuscan-style accommodation consists of a living room with dining area, satellite TV and single sofa bed, two air-conditioned rooms, equipped kitchen and bathroom with shower, toilet and bidet. The property offers ample outdoor spaces and gardens with sun loungers, tables, and barbecue. Wi-Fi, parking, and panic views included. Heating upon request (extra). An escape in the green, not far from the Tuscan treasures.

4.83 out of 5 average rating, 211 reviews
Top guest favorite
A bright and airy living space features a green sofa and a wall adorned with a modern art piece depicting a cityscape. Natural light enters through a nearby door, while decorative plants add a touch of greenery to the interior.
Home in Cerreto Guidi

Live Tuscany with Casa Clara

🌾 Want to experience Tuscany? Casa Clara welcomes you to Cerreto Guidi, in the heart of a region rich in history, art, and tradition. 🏛 Just a short walk away is the Villa Medicea (UNESCO World Heritage), and nearby is Vinci, the birthplace of Leonardo da Vinci. 📍 Thanks to its strategic location, the house is an ideal base to visit Florence, Pisa, and Lucca 🏡 The spacious and bright accommodation offers comfort and tranquility Suitable for couples, families, small groups, and business stays

4.89 out of 5 average rating, 218 reviews
Top guest favorite
Townhouse in Scandicci

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

4.88 out of 5 average rating, 342 reviews
Guest favorite
A refreshed saltwater pool is surrounded by lush greenery and olive trees. Sun loungers in vibrant colors are positioned along the pool deck. A shaded area with a pergola is visible, providing a relaxing spot for guests to enjoy the serene landscape.
Villa in Monsummano Terme

Le Maggioline Your Tuscany country house

Nestled among serene olive groves, this charming, fully renovated Italian home combines rustic elegance with modern amenities, making it the perfect retreat. The house features four en-suite bedrooms with stunning panoramic views, a spacious terrace with a covered veranda for al fresco dining, a BBQ, and a newly updated saltwater pool (2023), open mid-April to October. Guests rave about evenings at the long table, savoring local wines while watching breathtaking sunsets. A true Tuscan escape!

4.98 out of 5 average rating, 142 reviews
Guest favorite
Villa in Pistoia

Church of the Vaioni

An ancient deconsecrated church dating back to the early 1900s, originally built as a private chapel of Villa Philipson. Chiesino Dei Vaioni has a loft structure with two double bedrooms on two separate mezzanines. Outside, there is a kitchen with a wood-burning oven, private gardens with a tree-lined avenue and an olive grove. The gates and internal stairs were built by the Antica Fonderia Michelucci. Chiesino Dei Vaioni is immersed in the Tuscan countryside just minutes from the city.

4.98 out of 5 average rating, 87 reviews
Guest favorite
A cozy bedroom features a white iron bed adorned with a light blanket. Two bedside tables with lamps flank the bed, and a mirror reflects the airy space. A painting of sunflowers adds a touch of color above the bed, enhancing the tranquil atmosphere.
Home in Vinci

Leonardo's Cottage

Experience the magic of the Tuscan countryside just a stone's throw from Vinci, Leonardo's hometown. Surrounded by greenery and the sounds of nature, our cozy two-room apartment is a carefully renovated old barn. Here you will find peace, authenticity and comfort: a true oasis for those seeking relaxation, silence and beauty. Perfect for couples, smart workers, or curious travelers, it is the ideal starting point to explore Florence, Pisa, and the Chianti hills. Get inspired by Leonardo

4.94 out of 5 average rating, 100 reviews
Top guest favorite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

4.98 out of 5 average rating, 127 reviews
Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

4.98 out of 5 average rating, 107 reviews
Guest favorite
Apartment in Cerreto Guidi

Regina's Home

Welcome ti Regina's home, a cozy retreat in the Heart of the medievali Village of Cerreto Guidi, surrounded by tuscany's Rolling Hills, olive groves and vineyeards. Perfect for exploring Vinci, Florence, Pisa, Lucca, Siena, San Gimignano...With wooden beams and a charming medieval fireplace Regina's home offers warmth, history and trie Tuscany charm.

4.89 out of 5 average rating, 44 reviews
Top guest favorite
A modern kitchen space features wooden beams overhead and a stone accent wall. A grey sofa is positioned beside a white dining table with four chairs. The kitchen area is equipped with contemporary cabinets, a countertop, and appliances, illuminated by subtle lighting.
Farm stay in Lastra a Signa

Farmhouse in Tuscany hills

Tenuta Barosi, Duccio Home - Experience the charm of Tenuta Barosi, a newly renovated farmhouse in 2024. Perched on a hilltop amidst olive groves, this serene retreat in Malmantile, a medieval village near Florence, offers stunning views and modern comforts.

4.97 out of 5 average rating, 119 reviews

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